The only realistic scenario that I'd pay that is if my employer was fronting the cost. Then again, maybe for some people it really is delivering that much value.
Lunar lite and rcmd seem priced fairly. If it makes you feel any better (probably not), the people pirating your software probably wouldn't have paid for it anyhow. Or if they did pay for it, would pay for it with things like stolen app store giftcards.
In another life, I was quite money-limited, and so I downloaded basically every game, movie, song, and app. I didn't feel badly about it either. I was never going to buy the media. I couldn't. Once I got old enough and had enough disposable income to not have to pirate things, I stopped. But quashing my piracy would have never equated in more sales. Anyone who sees a pirate download and assume that's a lost sale is deluded--its not happening.
I think the best methods are trying to get people to pay (who haven't already) are probably guilt or a productive-spirited suggestion. If you can detect that someone is cracking your software or doesn't have a valid license, put a donation link in the shape of a coffee cup in the corner of your software. At least people have the option to support you. Otherwise--you'll never best the crackers.